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Sherwood Maryland Accommodations

Only hotels in Sherwood are listed below. Search for cheap and discounted hotel and motel rates in or near Sherwood, MD for your upcoming personal or group trip. Explore the most favored Sherwood Maryland hotel rooms. Review the Sherwood hotel list below to find the perfect lodging. We also have a map of the Sherwood hotels. Group booking? Search Sherwood Group Hotel Rates

The Sherwood center is approximately 18 miles southeast of Annapolis City Dock and 18 miles southeast of Chesapeake Children's Museum.

Sherwood Hotels/Motels & Accommodations

Knapp's Narrows Marina & Inn in Tilghman Island 6176 Tilghman Island Rd., Tilghman Island, MD 21671
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~1.15 miles south of Sherwood
  • Luxurious 5 Star Oceanfront property
  • 2 suites in hotel
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From$140
Average 3.0 /5 Latest Reviews Call BookMore Details
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Wylder Hotel Tilghman Island 21551 Chesapeake House Dr., Tilghman, MD 21671
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~2.83 miles south of Sherwood
  • 3 star Riverfront hotel
  • 49 sleeping rooms in hotel
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From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Inn at Perry Cabin 308 Watkins Lane, St. Michael's, MD 21663
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~6.30 miles northeast of Sherwood
  • Luxury Five Star Resort hotel
  • Fitness center on property
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From$150
Very Good 4.0 /5 Latest Reviews Call BookMore Details
St. Michaels Inn : 1228 South Talbot St. 1228 South Talbot St., St. Michaels, MD 21663
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~6.53 miles east of Sherwood
  • 3-star Resort property
  • Check in: 3:00 pm
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From$70
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Robert Morris Inn 314 North Morris St., Oxford, MD 21654
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~8.85 miles east of Sherwood
  • Mid-scale hotel
  • 16 rooms in hotel
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From$90
Very Good 4.0 /5 Reviews Call BookMore Details
The Inn at Herrington Harbour in Rose Haven 7161 Lake Shore Dr., Rose Haven, MD 20714
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~11.50 miles west of Sherwood
  • Four-star Beach hotel
  • Hotel has 11 suites
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From$48
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Rod 'N' Reel Resort in Chesapeake Beach 4165 Mears Ave., Chesapeake Beach, MD 20732
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~11.53 miles west of Sherwood
  • Three Star Resort hotel
  • 12 suites in property
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From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Days Inn by Wyndham Easton 7018 Ocean Gateway, Easton, MD 21601
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~13.90 miles east of Sherwood
  • 3-star property
  • Has environment-friendly policy See policy
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Easton in Easton 8058 Ocean Gateway, Easton, MD 21601
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~14.53 miles east of Sherwood
  • 2-star Downtown property
  • Free complimentary breakfast
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From$119
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Econo Lodge Easton Route 50 - Easton 8175 Ocean Gateway, Easton, MD 21601
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~14.63 miles east of Sherwood
  • Low priced property
  • 48 sleeping rooms in hotel
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From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Quality Inn 8523 Ocean Gateway, Easton, MD 21601
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~14.76 miles east of Sherwood
  • Low priced Rural hotel
  • 3 meeting rooms in hotel
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From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Easton in Easton 8561 Ocean Gateway, Easton, MD 21601
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~14.76 miles east of Sherwood
  • Three Star Rural property
  • Hotel has 73 rooms
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From$115
Average 3.0 /5 Latest Reviews Call BookMore Details
Best Western Plus Easton Inn & Suites - Easton 8708 Alicia Dr., Easton, MD 21601
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~14.87 miles east of Sherwood
  • Mid-scale Rural property
  • Check in: 03:00
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From$88
Very Good 4.0 /5 Review Score Call BookMore Details
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Fairfield Inn & Suites by Marriott Easton in Easton 8945 Sunflower Dr., Easton, MD 21601
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~15.05 miles east of Sherwood
  • 3 star property
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From$129
Very Good 4.5 /5 Read Reviews Call BookMore Details
Kent Island Resort - Stevensville 500 Kent Manor Dr., Stevensville, MD 21666
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~15.67 miles north of Sherwood
  • Four-star Riverfront property
  • 3 floors in property
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From$125
Average 3.0 /5 Recent Reviews Call BookMore Details
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Hilton Tampa Downtown in Grasonville 548 Caspian Dr., Grasonville, MD 21638
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~16.25 miles northeast of Sherwood
  • 4-star hotel
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From$125
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Wye River a Dolce Conference Center in Queenstown 600 Aspen Dr., Queenstown, MD 21658
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~16.50 miles northeast of Sherwood
  • 4 star hotel
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From$75
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Kent Island Marina 3206 Main St., Grasonville, MD 21638
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~16.56 miles north of Sherwood
  • Midscale Riverfront hotel
  • 91 sleeping rooms in hotel
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From$121
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Kent Narrows Inn 3101 Main St., Grasonville, MD 21638
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~16.62 miles north of Sherwood
  • Three Star Resort property
  • Check in: 4:00 PM
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From$80
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The Inn at Chesapeake Bay Beach Club 180 Pier One Rd., Stevensville, MD 21666
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~16.66 miles north of Sherwood
  • Four-star Suburban property
  • 4 floors in property
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From$162
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Holiday Inn Express Annapolis East Kent Island by IHG 1020 Kent Narrows Rd., Grasonville, MD 21638
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~16.68 miles north of Sherwood
  • Midscale Rural hotel
  • Check in time: 3:00pm
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From$180
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn Grasonville near Kent Island - Grasonville 101 Vfw Ave., Grasonville, MD 21638
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~16.87 miles northeast of Sherwood
  • 2-star Resort hotel
  • Free comp. breakfast
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From$74
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Annapolis Waterfront Hotel, Autograph Collection - Annapolis 80 Compromise St., Annapolis, MD 21401
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~18.50 miles northwest of Sherwood
  • 4 star Downtown property
  • 6 floors in property
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From$75
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Historic Inns of Annapolis - Annapolis 58 State Circle, Annapolis, MD 21401
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~18.82 miles northwest of Sherwood
  • Midscale Downtown hotel
  • 4 floors in property
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From$109
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Graduate by Hilton Annapolis in Annapolis 126 West St., Annapolis, MD 21401
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~18.95 miles northwest of Sherwood
  • 4 star Downtown property
  • Fitness center on property
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From$100
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Annapolis Downtown 174 West St., Annapolis, MD 21401
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~18.97 miles northwest of Sherwood
  • Midscale Downtown hotel
  • Hotel has a green policy Learn more
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From$139
Very Good 4.0 /5 Review Score Call BookMore Details
The Westin Annapolis : 100 Westgate Cir 100 Westgate Cir, Annapolis, MD 21401 Website
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~19.04 miles northwest of Sherwood
  • High end Downtown property
  • 225 rooms in hotel
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From$139
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Holiday Inn Express Cambridge by IHG 2715 Ocean Gateway, Cambridge, MD 21613
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~19.09 miles southeast of Sherwood
  • Mid-scale Rural hotel
  • Check-in: 15:00pm
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From$112
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hyatt Regency Chesapeake Bay - Cambridge 100 Heron Blvd., Cambridge, MD 21613
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~19.32 miles southeast of Sherwood
  • High end property
  • Fitness + Health Center
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From$125
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Super 8 by Wyndham Prince Frederick 40 Commerce Lane, Prince Frederick, MD 20678
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~19.41 miles southwest of Sherwood
  • Cheap property
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From$60
Average 3.0 /5 Reviews Call BookMore Details
SureStay by Best Western Prince Frederick in Prince Frederick 75 Main St., Prince Frederick, MD 20678
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~19.41 miles southwest of Sherwood
  • Midscale hotel
  • Comp. Breakfast
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From$76
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Holiday Inn Express 355 Merrimac Court, Prince Frederick, MD 20678
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~19.64 miles southwest of Sherwood
  • Three Star property
  • 70 rooms in property
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From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Cambridge Inn : 2831 Ocean Gateway 2831 Ocean Gateway, Cambridge, MD 21613
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~19.77 miles southeast of Sherwood
  • Economical Highway property
  • 80 rooms in property
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From$54
Poor 2.0 /5 Hotel Reviews Call BookMore Details
Springhill Suites by Marriott Prince Frederick - Prince Frederick 75 Sherry Lane, Prince Frederick, MD 20678
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~19.78 miles southwest of Sherwood
  • Midscale Suburban property
  • 2 meeting rooms in hotel
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From$86
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Days Inn & Suites by Wyndham Cambridge 2917 Ocean Gateway, Cambridge, MD 21613
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~20.05 miles southeast of Sherwood
  • Low Cost Highway property
  • 2 suites in property
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From$60
Average 3.5 /5 Hotel Reviews Call BookMore Details
Candlewood Suites Annapolis by IHG in Annapolis 1 Womack Dr., Annapolis, MD 21401
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~20.07 miles northwest of Sherwood
  • 3 star Suburban hotel
  • Hotel has 3 floors
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Springhill Suites by Marriott Annapolis 189 Admiral Cochrane Dr., Annapolis, MD 21401
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~20.17 miles northwest of Sherwood
  • Three Star Suburban property
  • Check in: 3:00pm
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From$82
Average 3.0 /5 Recent Reviews Call BookMore Details
Sonesta Es Suites Annapolis 170 Admiral Cochrane Dr., Annapolis, MD 21401
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~20.20 miles northwest of Sherwood
  • Midscale Suburban hotel
  • 102 suites in property
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From$99
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Hampton Inn & Suites Annapolis in Annapolis 124 Womack Dr., Annapolis, MD 21401
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~20.24 miles northwest of Sherwood
  • Mid-scale Suburban hotel
  • Hotel has 5 floors
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From$70
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Comfort Inn & Suites Cambridge - Cambridge 2936 Ocean Gateway, Cambridge, MD 21613 Website
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~20.25 miles southeast of Sherwood
  • Inexpensive Rural property
  • Free comp. breakfast
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From$60
Very Good 4.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Annapolis - Annapolis 305 Harry South Truman Pkwy., Annapolis, MD 21401
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~20.29 miles northwest of Sherwood
  • Three Star hotel
  • 4 suites in property
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From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Admiral Suites 120 Admiral Cochrane Dr., Annapolis, MD 21401
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~20.34 miles northwest of Sherwood
  • Mid-scale hotel
  • Fitness + Health Center
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From$59
Poor 2.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Hampton Inn 124, Annapolis, MD 21401
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~20.36 miles northwest of Sherwood
  • Affordable Highway property
  • Gym is available on property
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Annapolis in Annapolis 2559 Riva Rd., Annapolis, MD 21401
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~20.44 miles northwest of Sherwood
  • Affordable Downtown property
  • Hotel has an eco-friendly policy Learn more
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From$79
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites Annapolis An Ihg Hotel - Annapolis 2451 Riva Rd., Annapolis, MD 21401
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~20.44 miles northwest of Sherwood
  • Affordable Suburban property
  • Has environment-friendly policy Read more
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From$80
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Red Roof Inn Annapolis : 2520 C Riva Rd. 2520 C Riva Rd., Annapolis, MD 21401
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~20.56 miles northwest of Sherwood
  • Low priced Suburban property
  • 2 floors in property
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From$60
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Best Western Annapolis - Annapolis 2520 Riva Rd., Annapolis, MD 21401
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~20.59 miles northwest of Sherwood
  • Inexpensive Suburban property
  • Airport shuttle provided
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From$84
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Doubletree by Hilton Hotel Annapolis in Annapolis 210 Holiday Court, Annapolis, MD 21401
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~20.62 miles northwest of Sherwood
  • Three Star Suburban hotel
  • Gym / Fitness Center Available
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From$149
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Crowne Plaza Annapolis An Ihg Hotel : 173 Jennifer Rd. 173 Jennifer Rd., Annapolis, MD 21401 Website
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~20.64 miles northwest of Sherwood
  • Mid-scale Suburban hotel
  • Hotel has 7 floors
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From$80
Very Good 4.0 /5 Review Score Call BookMore Details
Laurel Grove Inn on the South : 2881 South Haven Road. 2881 South Haven Road., Annapolis, MD 21401
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~20.75 miles northwest of Sherwood
  • 3 star Riverfront hotel
  • Hotel has 2 floors
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From$125
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Next: See My Sherwood Hotels with Pricing

Graph: Next 20 Days of Sherwood Hotel Prices

Rates shown are nightly rates before taxes and do not necessarily reflect all Sherwood, MD discounts available. The chart reflects the cheapest Sherwood hotel for each day and each star rating category.

FAQs about hotels in Sherwood

What are the most favored hotels in Sherwood?

Fairfield Inn & Suites by Marriott Easton, The Inn at Chesapeake Bay Beach Club and Wylder Hotel Tilghman Island are the best rated hotels based on customer reviews in the last 365 days.

What are the most up-scale hotels in Sherwood?

Knapp's Narrows Marina & Inn, Inn at Perry Cabin and The Inn at Herrington Harbour are the top 3 luxury hotels near Sherwood city center.

What hotels are closest to the city center of Sherwood?

Knapp's Narrows Marina & Inn, Wylder Hotel Tilghman Island, and Inn at Perry Cabin are the properties closest to Sherwood city center.

What are the best independent hotels in Sherwood?

The Inn at Chesapeake Bay Beach Club, Wylder Hotel Tilghman Island and Inn at Perry Cabin are the best rated independent hotels (not part of a big brand).

What are the best Marriott hotels in Sherwood?

Fairfield Inn & Suites by Marriott Easton, The Westin Annapolis and Springhill Suites by Marriott Prince Frederick are the best rated Marriott/Starwood branded hotels (based on customer reviews score).

What are the best Choice Hotels branded hotels in Sherwood?

Quality Inn, Quality Inn Grasonville near Kent Island and Comfort Inn & Suites Cambridge are the best rated Choice Hotels branded hotels (based on HotelPlanner reviews score).

What are the best Best Western hotels in Sherwood?

Best Western Plus Easton Inn & Suites, Best Western Annapolis and Best Western Kent Narrows Inn are the best rated Best Western branded hotels (based on user reviews score).

What are the most popular IHG hotels in Sherwood?

Holiday Inn Express Annapolis East Kent Island by IHG, Holiday Inn Express Cambridge by IHG and Holiday Inn Express are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

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